7-Amino-3-chloromethyl cephalosporanic acid benzylhydryl ester | 56040-80-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 7-Amino-3-chloromethyl cephalosporanic acid benzylhydryl ester
• 英文别名: ACLH；Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS: 56040-80-3
• 化学式: C₂₁H₁₉ClN₂O₃S
• 分子量: 414.912
• InChiKey: PBPKDMBQLUWMIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  97.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-Amino-3-chloromethyl cephalosporanic acid benzylhydryl ester 、 乙酰氯 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 以85.4%的产率得到7-(acetylamino)-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester
  参考文献：
  名称：

  Colorimetric screening of bacterial enzyme activity and inhibition based on the aggregation of gold nanoparticles

  摘要：

  研究人员开发了一种基于金纳米粒子（Au-NPs）的简单而新颖的比色法，用于体外和细菌菌株中 A 类β-内酰胺酶（Bla）活性和抑制剂的有效筛选。

  DOI：

  10.1039/b818853j

文献信息

• OPTICALLY-DETECTABLE ENZYME SUBSTRATES AND THEIR METHOD OF USE
  申请人：CORRY Schuyler Boon

  公开号：US20090047692A1

  公开（公告）日：2009-02-19

  The present invention relates to compounds that are substrates for an enzyme, and upon reaction with the enzyme provide a detectable response, such as an optically detectable response. In particular, the compounds have utility in detecting the presence of a β-lactamase in a sample. In addition to the compounds, methods are disclosed for analyzing a sample for the presence of a β-lactmase, for example, as an indicator of expression of a nucleic acid sequence including a sequence coding for a β-lactmase. Kits are disclosed that include the disclosed compounds and additional components, for example, cells, antibodies, a β-lactmase or instructions for using the components in an assay.

  本发明涉及一种酶底物化合物，经过与该酶的反应后提供可检测的响应，例如光学可检测响应。特别是，这些化合物在检测样品中β-内酰胺酶的存在方面具有实用性。除了这些化合物，还揭示了一种分析样品中β-内酰胺酶存在的方法，例如，作为包括编码β-内酰胺酶的核酸序列的表达的指示器。还揭示了包括上述化合物和其他组分的试剂盒，例如细胞、抗体、β-内酰胺酶或使用这些组分进行检测的说明。
• Substrates for beta-lactamase and uses thereof
  申请人：Tsien Y. Roger

  公开号：US20070184513A1

  公开（公告）日：2007-08-09

  Substrates for β-lactamase of the general formula I in which one of X and Y is a fluorescent donor moiety and the other is a quencher (which may or may not re-emit); R′ is selected from the group consisting of H, lower (i.e., alkyl of 1 to about 5 carbon atoms) and (CH 2 ) n OH, in which n is 0 or an integer from 1 to 5; R″ is selected from the group consisting of H, physiologically acceptable metal and ammonium cations, CHR 2 OCO(CH 2 ) n CH 3 , —CHR 2 OCOC (CH 3 ) 3 , acylthiomethyl, acyloxy-alpha -benzyl, delta-butyrolactonyl, methoxycarbonyloxymethyl, phenyl, methylsulphinylmethyl, beta-morpholinoethyl, dialkylaminoethyl, acyloxyalkyl, dialkylaminocarbonyloxymethyl and aliphatic, in which R 2 is selected from the group consisting of H and lower alkyl; A is selected from the group consisting of S, O, SO, SO 2 and CH 2 ; and Z′ and Z″ are linkers for the fluorescent donor and quencher moieties. Methods of assaying β-lactamase activity and monitoring expression in systems using β-lactamase as a reporter gene also are disclosed.

  通式I的β-内酰胺酶底物，其中X和Y中的一个是荧光给体基团，另一个是猝灭剂（可以或不可以再发射）；R'从H，较低的（即1到约5个碳原子的烷基）和（CH2）nOH中选择，其中n为0或1到5的整数；R"从H，生理上可接受的金属和铵阳离子，CHR2OCO（ ）n ，—CHR2OCOC（CH3）3，酰硫甲基，酰氧-α-苯甲基，δ-丁酰内酯，甲氧羰氧甲基，苯基，甲硫氧甲基，β-吗啡啉乙基，二烷基氨基乙基，酰氧烷基，二烷基氨基羰氧甲基和脂肪族中选择，其中R2从H和较低的烷基中选择；A从S，O，SO，SO2和 中选择；Z'和Z"是荧光给体和猝灭剂基团的连接器。还公开了评估β-内酰胺酶活性和使用β-内酰胺酶作为报告基因监测表达的方法。
• METHODS AND COMPOUNDS FOR DETECTING BETA-LACTAMASE ACTIVITY
  申请人：Nanyang Technological University

  公开号：US20140322739A1

  公开（公告）日：2014-10-30

  The present invention relates to compounds for and a method of detecting beta-lactamase activity in a sample. The sample is contacted with a nanoparticulate tag. The nanoparticulate tag comprises a metal or a combination of metals, or it comprises a nanotube of a metal, boron nitride and/or carbon. The respective metal is capable of forming one of a covalent bond, a coordinative bond and a non-covalent interaction with a thio or a seleno group. The sample is contacted with a compound of one of general formulas (I)-(III) and (VII)-(IX). At least one beta-lactam moiety of the compound is cleaved by the beta-lactamase activity in the sample. As a result a cleavage moiety Z-A-Z, Z-A-Z—R 15 , Z-A-Z—R 16 , Z-A-Z—R 17 , Z-A-Z—R 18 or Z-G-N(R 8 )R 9 is released that is immobilized on the surface of the nanoparticulate tag by a covalent bond via a Z atom. The presence of beta-lactamase activity is determined based on the presence of the cleavage moiety immobilized onto the surface of the nanoparticulate tag.

  本发明涉及一种用于检测样品中β-内酰胺酶活性的化合物及方法。将样品与纳米颗粒标记接触。纳米颗粒标记包括金属或金属组合，或者包括金属、氮化硼和/或碳的纳米管。相应的金属能够与硫或硒基团形成共价键、配位键和非共价相互作用之一。将样品与一般式（I）-（III）和（VII）-（IX）中的一种化合物接触。化合物中的至少一个β-内酰胺基团被样品中的β-内酰胺酶活性裂解。结果，通过Z原子通过共价键固定在纳米颗粒标记表面上释放出一个裂解基团Z-A-Z、Z-A-Z—R15、Z-A-Z—R16、Z-A-Z—R17、Z-A-Z—R18或Z-G-N（R8）R9。基于纳米颗粒标记表面上固定的裂解基团的存在确定β-内酰胺酶活性的存在。
• ANTIBACTERIAL COMPOUNDS
  申请人：GLAXO GROUP LIMITED

  公开号：US20140249126A1

  公开（公告）日：2014-09-04

  The present invention relates to cephalosporin antibacterial compounds of Formula (I): or corresponding pharmaceutically acceptable salts thereof, corresponding pharmaceutical compositions, compound preparation and treatment methods for bacterial infections, especially those caused by gram-negative bacteria.

  本发明涉及式（I）的头孢菌素抗菌化合物：或其相应的药学上可接受的盐，相应的制药组合物，化合物制备和治疗细菌感染的方法，特别是由革兰氏阴性菌引起的感染。
• NAKAGAVA, CYCYMY;HAKAHO, FUMIO;OTAKEH, KEHNITI;USIDZIMA, JOSITSUGU
  作者：NAKAGAVA, CYCYMY、HAKAHO, FUMIO、OTAKEH, KEHNITI、USIDZIMA, JOSITSUGU

  DOI：——

  日期：——